JP2005041815A - Agricultural and horticultural composition containing sulfonamide derivative and substituted thiophene derivative - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To obtain a composition which has little influence on human or animal health, natural enemies or the environment, is safe against human or animal health or the environment, can be securely and easily applied to plants, is highly effective in controlling chemical-resistant microorganisms and effectively prevents or controls plant diseases. <P>SOLUTION: A germicidal composition for agricultural and horticultural purposes contains at least two active ingredients (I) and (II), wherein ingredient (I) comprises at least one selected from a compound of formula (I) or its salts and ingredient (II) comprises at least one selected from a substituted thiophene derivative or its salts. <P>COPYRIGHT: (C)2005,JPO&NCIPI

Description

  The present invention relates to a composition for synergistically preventing and controlling plant diseases by combining one kind of a sulfonamide derivative or a salt thereof useful as an agricultural and horticultural microbicide and one kind of a substituted thiophene derivative.

  Conventionally, a large number of compounds having microbicidal activity have been synthesized and used as agricultural and horticultural microbial agents, thereby enabling stable food supply. However, since a limited range of compounds has been used extensively, it is a well-known fact that drug-resistant microorganisms are generated and become a problem. In addition, the development of safer agricultural and horticultural microbicides has been desired because of the safety of chemical substances and the impact on the environment.

The usefulness of sulfonamide derivatives as the agricultural and horticultural microbicide is reported in Patent Documents 1 to 6, Non-Patent Document 1, and the like.
JP-A-61-286366 JP-A 63-239264 JP 63-238006 A JP-A 63-307851 Japanese Patent Laid-Open No. 1-156952 German Patent Application Publication No. 19725447 Warner M. Linfield et.al., Journal of Medicinal Chemistry, “Antibacterially active substitutedanilides of carboxylic and sulfonic acids”, 1983, 26, p.1741-1746

  The present invention provides a composition for agricultural and horticultural use containing a sulfonamide derivative and a substituted thiophene derivative, which is safe and has little effect on human livestock, natural enemies and the environment, and has an excellent control effect against drug-resistant microorganisms. An object of the present invention is to provide a composition that is safe to the environment, can be applied to a plant body easily and reliably, and can effectively prevent or control plant diseases.

〔式中、Ａは、Ｃ_１−４アルキル基、Ｃ_１−４ハロアルキル基、Ｃ_１−４アルコキシ基、Ｃ_１−４ハロアルコキシ基、Ｃ_１−４アルキルチオ基、Ｃ_１−４ハロアルキルチオ基、ハロゲン、シアノおよびニトロから選ばれる置換基で１〜３個置換されていてもよいフェニル基を、Ｘは、化学結合を、Ｂは、（１）ハロゲンで１〜３個置換されていてもよいＣ_１−４アルキル基、（２）Ｃ_１−４アルコキシ基、（３）Ｃ_１−４アルキルチオ基、（４）チオカルバモイル基、（５）ハロゲン原子、（６）シアノ基および（７）ニトロ基から選ばれる１〜５個の置換基で置換されていてもよいフェニル基を、Ｚは、（１）Ｃ_１−４アルコキシで１〜３個置換されていてもよいＣ_１−６アルキル基、（２）Ｃ_３−６シクロアルキル基、または（３）アリル基を示す。〕で表される化合物またはその塩であり、第２成分（ＩＩ）は、

［式中、Ｑは水素原子、メチル基、トリフルオロメチル基、フッ素原子、塩素原子、臭素原子、ヨウ素原子、メトキシ基、メチルスルホキシ基、メチルスルホニル基、シアノ基、アセチル基、ニトロ基、アルコキシカルボニル基またはアミノ基を示し、Ｒは炭素数３〜１２の直鎖または分岐のアルキル基、炭素数３〜１２の直鎖または分岐のハロゲノアルキル基、炭素数３〜１０の直鎖または分岐のアルケニル基、炭素数３〜１０の直鎖または分岐のハロゲノアルケニル基、炭素数１〜４のアルキル基で置換していてもよい炭素数３〜１０のシクロアルキル基、炭素数１〜４のアルキル基で置換していてもよい炭素数３〜１０のハロゲノ置換シクロアルキル基、または１〜３個の置換基により置換されていてもよいフェニル基であり、該フェニル基の置換基は水素原子、炭素数１〜４のアルキル基、炭素数２〜４のアルケニル基、炭素数２〜４のアルキニル基、炭素数３〜６のシクロアルキル基、炭素数１〜４のアルコキシ基、炭素数１〜４のハロゲノアルコキシ基、炭素数１〜４のアルキルチオ基、炭素数１〜４のアルキルスルホキシ基、炭素数１〜４のアルキルスルホニル基、ハロゲン原子、シアノ基、炭素数２〜４のアシル基、炭素数２〜４のアルコキシカルボニル基、アミノ基、または炭素数１〜３のアルキル基で置換されたアミノ基であり、Ｒと−ＮＨＣＯＡｒは互いに隣り合っており、Ａｒは以下の（Ａ１）から（Ａ８）

（式中、Ｒ1はトリフルオロメチル基、ジフルオロメチル基、メチル基、エチル基、塩素原子、臭素原子またはヨウ素原子であり、Ｒ2は水素原子、メチル基、トリフルオロメチル基またはアミノ基であり、ｎは０〜２の整数である）で表される基である］で表される置換チオフェン誘導体又はその塩である。 As a result of intensive studies to achieve the above object, the present inventors have found that the compound of formula (I) or a salt thereof and the compound of formula (II) or a salt thereof synergistically harm the plant body. It has been found that there is an effect of preventing or / and treating a disease caused by a given microorganism. Accordingly, the first component (I) in the composition of the present invention has the formula (I);

[Wherein, A represents a C _1-4 alkyl group, a C _1-4 haloalkyl group, a C _1-4 alkoxy group, a C _1-4 haloalkoxy group, a C _1-4 alkylthio group, a C _1-4 haloalkylthio group. A phenyl group which may be substituted by 1 to 3 substituents selected from halogen, cyano and nitro, X is a chemical bond, B is (1) 1 to 3 substituents may be substituted by halogen Good C _1-4 alkyl group, (2) C _1-4 alkoxy group, (3) C _1-4 alkylthio group, (4) thiocarbamoyl group, (5) halogen atom, (6) cyano group and (7) A phenyl group which may be substituted with 1 to 5 substituents selected from a nitro group, Z is a C _1-6 alkyl which may be substituted with 1 to 3 (1) C _1-4 alkoxy. group, _{(2) C 3-6} cycloalkyl group or, ( ) Show an allyl group. Or a salt thereof, and the second component (II) is:

[Wherein Q is a hydrogen atom, a methyl group, a trifluoromethyl group, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a methoxy group, a methylsulfoxy group, a methylsulfonyl group, a cyano group, an acetyl group, a nitro group, R represents an alkoxycarbonyl group or an amino group, and R represents a linear or branched alkyl group having 3 to 12 carbon atoms, a linear or branched halogenoalkyl group having 3 to 12 carbon atoms, or a linear or branched group having 3 to 10 carbon atoms. An alkenyl group having 3 to 10 carbon atoms, a straight-chain or branched halogenoalkenyl group having 3 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms which may be substituted with an alkyl group having 1 to 4 carbon atoms, A halogenated substituted cycloalkyl group having 3 to 10 carbon atoms which may be substituted with an alkyl group, or a phenyl group which may be substituted with 1 to 3 substituents; The substituent of the ru group is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, an alkynyl group having 2 to 4 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, or 1 to 1 carbon atom. 4 alkoxy groups, halogenated alkoxy groups having 1 to 4 carbon atoms, alkylthio groups having 1 to 4 carbon atoms, alkylsulfoxy groups having 1 to 4 carbon atoms, alkylsulfonyl groups having 1 to 4 carbon atoms, halogen atoms, cyano groups , An acyl group having 2 to 4 carbon atoms, an alkoxycarbonyl group having 2 to 4 carbon atoms, an amino group, or an amino group substituted with an alkyl group having 1 to 3 carbon atoms, wherein R and —NHCOAr are adjacent to each other. Ar is the following (A1) to (A8)

Wherein R1 is a trifluoromethyl group, difluoromethyl group, methyl group, ethyl group, chlorine atom, bromine atom or iodine atom, R2 is a hydrogen atom, methyl group, trifluoromethyl group or amino group, n is an integer of 0 to 2)], or a substituted thiophene derivative thereof or a salt thereof.

That is, the present invention
(1) At least two kinds of active ingredients are contained, component (I) consists of one of the compounds represented by the above formula (I) or a salt thereof, and component (II) is represented by the above formula (II). A microbicidal composition for agricultural and horticultural use comprising the substituted thiophene derivative or a salt thereof,
(2) In component (II), Q is a hydrogen atom, and R is a carbon number that may be substituted with a linear or branched alkyl group having 5 to 8 carbon atoms or an alkyl group having 1 to 4 carbon atoms. The composition according to (1) above, which is a cycloalkyl group having 5 to 8 cycloalkyl groups;
(3) The composition according to (1) or (2) above, which further contains other pesticidal active ingredients,
(4) The composition according to any one of the above (1) to (3), which is applied in combination with an agricultural and horticultural composition further containing another agrochemical active ingredient at the time of use,
(5) The above-described (1) to (1), wherein a composition comprising a compound represented by formula (I) or a salt thereof and a composition comprising a compound represented by formula (II) or a salt thereof are applied in combination at the time of use. (4) The composition according to any one of
(6) The composition according to the above (5), wherein the composition for agricultural and horticultural use further containing other pesticidal active ingredients is applied in combination at the time of use,
(7) A composition containing a compound represented by formula (I) described in (1) above or a salt thereof, and a composition containing a compound represented by formula (II) described in (1) above or a salt thereof, Furthermore, a seed or vegetative propagation material treatment agent applied in combination with a composition containing other pesticidal active ingredients at the time of use,
(8) The composition according to any one of (3), (4), (6) and (7), wherein the other pesticidal active ingredient is an insecticidal ingredient,
(9) The composition according to any one of (3), (4), (6) and (7) above, wherein the other pesticidal active ingredient is a bactericidal ingredient,
(10) The compound represented by the formula (I) is 4′-chloro-N-ethyl-2′-nitro-p-toluenesulfonanilide, 2 ′, 4′-dinitro-N-ethyl-p-toluenesulfone. Anilide, 2 ′, 4′-dicyano-N-ethyl-p-toluenesulfonanilide, 4′-chloro-N-isopropyl-2′-nitro-p-toluenesulfonanilide, 4′-fluoro-N-isopropyl-2 '-Nitro-p-toluenesulfonanilide, 4'-cyano-N-isopropyl-2'-nitro-p-toluenesulfonanilide, 4'-chloro-N-isopropyl-2'-cyano-p-toluenesulfonanilide, 2 ′, 4′-dinitro-N-isopropyl-p-toluenesulfonanilide, 4′-nitro-N-isopropyl-2′-cyano-p-toluenesulfonanilide, 2′-si Any of the above (1) to (9) which is no-N-methoxy-4′-nitro-p-toluenesulfonanilide or 2 ′, 4′-dinitro-N-methoxy-p-toluenesulfonanilide or a salt thereof. A mixed composition according to
About.

  According to the present invention, the effects on human livestock, natural enemies, and the environment are small and safe, and it has an excellent control effect against drug-resistant microorganisms. Furthermore, it is safe for human livestock and the environment, and it can be applied to plants reliably and easily. The composition which can prevent or control a plant disease effectively can be provided.

The component (I) containing the compound of the above formula (I) or a salt thereof and the component (II) containing the compound of the above formula (II) or a salt thereof can be produced by known methods. Preferable examples of the compound of formula (I) are specifically 4′-chloro-N-ethyl-2′-nitro-p-toluenesulfonanilide, 2 ′, 4′-dinitro-N-ethyl-p- Toluenesulfonanilide, 2 ', 4'-dicyano-N-ethyl-p-toluenesulfonanilide, 4'-chloro-N-isopropyl-2'-nitro-p-toluenesulfonanilide, 4'-fluoro-N-isopropyl -2'-nitro-p-toluenesulfonanilide, 4'-cyano-N-isopropyl-2'-nitro-p-toluenesulfonanilide, 4'-chloro-N-isopropyl-2'-cyano-p-toluenesulfone Anilide, 2 ′, 4′-dinitro-N-isopropyl-p-toluenesulfonanilide, 4′-nitro-N-isopropyl-2′-cyano-p-toluenesulfonanilide , 2'-cyano -N- methoxy-4'-nitro -p- toluenesulfonanilide or 2 ', 4'-dinitro -N- methoxy -p- toluenesulfonanilide or a salt thereof.
Specific examples of compounds of formula (II) include (RS) -N- [2- (1,3-dimethylbutyl) thiophen-3-yl] -1-methyl-3-trifluoromethyl-1H-pyrazole- 4-carboxamide or its salt is mentioned. The ratio of the compound of the formula (I) or a salt thereof and the compound of the formula (II) or a salt thereof cannot be generally specified, but is usually about 1: 0.1 to 10, preferably about 1: 0.2. ~ 2. Examples of the salt of the compound of the formula (I) and the compound of the formula (II) include salts with acids such as hydrochloride and sulfate, for example, salts with bases such as sodium salt, potassium salt and magnesium salt. It is done.
As an example of the agricultural and horticultural composition of the present invention, the component (I) containing the compound of the above formula (I) or a salt thereof and the component (II) containing the compound of the above formula (II) or a salt thereof Composition to be used. In the composition of the present invention, at least the above-mentioned two components are usually mixed in a manner known per se, and a liquid carrier or solid carrier, if necessary, various additives described above, and optionally other agrochemical active ingredients are uniformly mixed. Can be manufactured. Examples of the composition of the present invention that can be produced in this manner include emulsions, oils, aqueous suspensions, emulsions, liquids, ULV agents, wettable powders, powders, DL (driftless) powders, granules, and fine granules. , Fine granules F, flowables, dry flowables, tablets, jumbo, sprays, ointments, pastes, foams, aerosols, microcapsules, seed coatings, smoke agents, sticks for crop irrigation, etc. A type is mentioned. These compositions include other surfactant components, suspending agents, spreading agents, penetrating agents, wetting agents, dispersing agents, mucilage agents, stabilizers, binders, flow aids, if necessary. Contains anti-caking agent, flocculant, antioxidant, floater, antifoam, antifreeze, preservative, moisture remover, UV absorber, UV scattering agent, colorant, suspension stabilizer, etc. Also good. In the present invention, examples of “other agrochemical active ingredients” include insecticides, acaricides, fungicides and the like.

  When the compound (I) or a salt thereof and the compound (II) or a salt thereof are used as a microbicidal composition, they are used in a form known per se that can be taken by the general agricultural chemical composition described above. That is, one or more of compound (I) or a salt thereof (preferably one or more, three or less) is combined with one or more of compound (II) or a salt thereof (preferably one or more, three or less). To use.

Describing a preferred embodiment, for example, an emulsion can be produced by uniformly mixing and dissolving Compound (I) or a salt thereof and Compound (II) or a salt thereof, an emulsifier, an organic solvent and the like.
For granules, wettable powders, etc., compound (I) or a salt thereof and compound (II) or a salt thereof, a dispersing agent (surfactant), a binder, a bulking agent (or a solid carrier), etc. are mixed uniformly. It can be manufactured by granulating.
A powder (DL powder or the like) can be produced by uniformly mixing and grinding compound (I) or a salt thereof and compound (II) or a salt thereof, an extender (or a solid carrier), or the like. For example, a flowable agent is produced by mixing and dispersing components such as compound (I) or a salt thereof and compound (II) or a salt thereof, a dispersing agent and the like using a stirrer and wet-grinding using a dynomill or the like. For example, the jumbo agent is granulated by uniformly mixing the compound (I) or a salt thereof and the compound (II) or a salt thereof, a dispersing agent (surfactant), a binder, a floating agent, a bulking agent (or a solid carrier), etc. Can be manufactured.

  Jumbo agents, powders, granules, granule wettable powders, wettable powders, etc. may be packaged in water-soluble films in units of 20 to 200 g so as to be convenient for spraying. Examples of the water-soluble film include polyvinyl alcohol, carboxymethyl cellulose, starch, gelatin, polyvinyl pyrrolidone, polyacrylic acid and salts thereof, pullulan (trade name: starch-based polysaccharide), paogen (trade name: thermoplastic water-soluble polymer), and the like. Can be mentioned.

  Examples of the liquid carrier (solvent) used include alcohols such as water, methanol, ethanol, propanol, isopropanol and ethylene glycol, ketones such as acetone and methyl ethyl ketone, such as 1,4-dioxane, tetrahydrofuran, ethylene glycol monomethyl ether, Ethers such as diethylene glycol monomethyl ether and propylene glycol monomethyl ether, for example, aliphatic hydrocarbons such as kerosene, kerosene, fuel oil, machine oil, and edible oil, for example, aromatics such as benzene, toluene, xylene, solvent naphtha, and methylnaphthalene Hydrocarbons such as halogenated hydrocarbons such as dichloromethane, chloroform and carbon tetrachloride, eg acid amides such as N, N-dimethylformamide and N, N-dimethylacetamide Suitable solvents are, for example, esters such as ethyl acetate, butyl acetate, and fatty acid glycerin esters, such as nitriles such as acetonitrile and propionitrile, and these are one or more (preferably one or more, preferably three or less). Can be mixed and used as appropriate.

Examples of the solid carrier (dilution, extender) include vegetable powders such as soybean powder, tobacco powder, wheat flour, and wood powder, clays such as kaolin, bentonite, and acid clay, and talcs such as talc powder and wax stone powder. For example, mineral powders such as silica such as diatomaceous earth and mica powder, calcium carbonate, alumina, sulfur powder, activated carbon and the like are used, and these may be used alone or in combination of two or more (preferably one or more, three or less). They can be mixed and used as appropriate. Examples of ointment bases include polyethylene glycol, pectin, polyhydric alcohol esters of higher fatty acids such as glyceryl monostearate, cellulose derivatives such as methylcellulose, sodium alginate, bentonite, polyhydric alcohols such as glycerin. Alcohol, petrolatum, white petrolatum, liquid paraffin, pork fat, various vegetable oils, lanolin, dehydrated lanolin, hydrogenated oil, one or more types (preferably one or more types, three or less types) of resins, or various types shown below What added surfactant etc. are used suitably. Surfactants used as emulsifiers, spreading agents, penetrating agents, wetting agents, and dispersing agents include soaps and polyoxyethylene alkyl ethers (Neucalgen D1504 ^TM (TM is a registered trademark) as necessary. ), Neugen ET65 ^™ , Neugen ET83 ^™ , Neugen ET157 ^™, etc.), polyoxyethylene alkylphenyl ethers, polyoxyethylene nonylphenyl ethers (Nonipol 20 ^™ , Nonipol 100 ^™ etc.), polyoxyethylene alkylallyl ethers [e.g., NOIGEN EA142 ^TM, Noigen EA92 ^TM; Dai-ichi Kogyo Seiyaku Co., Ltd., Nonal ^TM; Toho chemical Co., Ltd.], polyethylene glycol ethers [e.g., Nonipol ^{85 TM,} Nonipol ^{100 TM,} Nonipol 160 ^M; Sanyo Kasei Co., Ltd.], polyhydric alcohol esters [e.g., Tween ^{20 TM,} Tween ^{80 TM;} manufactured by Kao Corporation], polyoxyethylene polyoxypropylene ethers, polyoxyethylene distyrenated phenyl ether (Noigen EA87 ^TM, Noigen EA177 ^TM, etc.), polyoxyethylene alkyl esters (Ionet MO20 ^TM, Ionet MO600 ^TM, etc.), sorbitan fatty acid ester (Rheodol ^{SP-S10 TM,} RHEODOL ^{TW-S20 TM,} etc.), polyoxyethylene sorbitan fatty acid esters, block copolymers of ethylene oxide and propylene oxide (NEWPOL PE64 ^TM), non-ionic, such as higher fatty acid alkanolamide, an alkyl maleate copolymer (Demol EP ^TM, etc.) Surface active agent, alkyl amine salts, cationic surfactants such as quaternary ammonium salts, alkyl sulfates [e.g., Emal 10 ^TM, Emal 40 ^TM; manufactured by Kao Corporation], alkylsulfonic acid salts [e.g., Neogen ^TM , Neogen T ^TM ; manufactured by Daiichi Kogyo Seiyaku Co., Ltd., Neoperex; manufactured by Kao Corporation], naphthalene sulfonic acid polycondensate metal salt, formalin condensate of naphthalene sulfonate (such as New Calgen FS4 ^TM ) , Alkyl naphthalene sulfonate (Solpol 5115 ^TM, etc.), polymer compounds such as lignin sulfonate metal salt, alkyl allyl sulfonate, alkyl allyl sulfonate sulfate, polynaphthyl methane sulfonate, polystyrene sulfonate sodium salt, poly Carboxylic acid metal salt, polyoxyethylene styryl fe Ether sulfate ammonium, higher alcohol sulfonates, higher alcohol ether sulfonates, dialkyl sulfosuccinates (NEWKALGEN EP70P ^TM, etc.), anionic surfactants such as higher fatty acid alkali metal salt is used. As the salt, sodium salt, potassium salt, ammonium salt, diethanolamine salt, triethanolamine salt, monoisopropanolamine salt, diisopropanolamine salt, triisopropanolamine salt, and other third salts to such an extent that the performance of the surfactant is not impaired. Secondary amine salts such as dialkyldimethylammonium salts are used.

As the spreading agent, among the above-mentioned surfactants, anionic surfactants containing tertiary amines as cations [eg, Needs ^TM (Kumiai Chemical Sales, Kao Pharmaceutical Co., Ltd.) and other polynaphthylmethanesulfonate dialkyldimethylammonium salts Etc.] is preferable.
Stabilizers include compounds having an epoxy group, antioxidants [eg, dibutylhydroxytoluene (BHT), butylhydroxyanisole (BHA), tetrakis [3- (3,5-di-tert-butyl-4-hydroxy Phenyl) propionyloxymethyl] methane (Irganox 1010), DL-tocopherol, propyl gallate, erythorbic acid, sodium erythorbate, isopropyl citrate, etc.], phosphoric acid, PAP auxiliary agent (isopropyl acid phosphate), cyclodextrin (toyoderin) P), tall oil fatty acid (hartol fatty acid) and the like are used, and these can be used as appropriate by mixing one or two or more (preferably one or more, three or less) in an appropriate ratio.

As the binder, dextrin, pregelatinized starch, polyvinyl alcohol, gum arabic, sodium alginate, polyvinyl pyrrolidone, glucose, sucrose, mannitol, sorbitol and the like are used, and these are one kind or two kinds (preferably one kind or more, three kinds The following can be appropriately mixed and used in an appropriate ratio.
As the fluidity aid, PAP aid (eg, isopropyl acid phosphate), talc and the like are used, and these are used appropriately by mixing one kind or two kinds (preferably one kind or more, three kinds or less) in an appropriate ratio. can do.

As the anti-caking agent, white carbon, diatomaceous earth, magnesium stearate, aluminum oxide, titanium dioxide or the like is used, and these are mixed in one or more kinds (preferably one kind or more, three kinds or less) in an appropriate ratio. It can be used as appropriate.
As the flocculant, liquid paraffin, ethylene glycol, diethylene glycol, triethylene glycol, isobutylene polymer (eg, IP solvent) or the like is used, and these are suitable for one kind or two kinds (preferably one kind or more, three kinds or less). It can mix and use suitably in a ratio.

  Antioxidants include dibutylhydroxytoluene, 4,4-thiobis-6-tert-butyl-3-methylphenol, butylhydroxyanisole, paraoctylphenol, mono (or di or tri) (a-methylbenzyl) phenol. 2,6-di-tert-butyl-4-methylphenol, tetrakis [3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionyloxymethyl] methane and the like are used, Two or more (preferably one or more, preferably three or less) may be mixed and used as appropriate.

  The floating agent is particularly used for producing jumbo agents, and a powder base having a specific gravity of 1 or less (preferably 1 to 0.5) is preferable. As the powder base, those having a particle size of 600 μm or less, preferably 600 μm to 10 μm are good, and in the case of inorganic materials, natural glass is fired to form one or more independent bubbles therein. For example, perlite made of pearlite or obsidian, shirasu balloon made of shirasu (trade name), vermiculite made of meteorite, etc., and micro hollow phyllite obtained by the same baking process in aluminosilicate system ( Product name). In addition, organic substances generally include waxy substances, higher fatty acids such as stearic acid and palmitic acid that are solid at room temperature, higher alcohols such as stearyl alcohol, paraffin wax, and the like. Therefore, it is difficult for water to permeate, and there is a possibility that the agrochemical active ingredient is trapped in the waxy substance and it is difficult to disperse in water, and it is preferably used by mixing with the glassy hollow body.

As the antifoaming agent, a silicon-based antifoaming agent (for example, Antihome E20) or the like is used, and these are used appropriately by mixing one kind or two or more kinds (preferably one kind or more and three kinds or less) in an appropriate ratio. be able to.
As the antifreezing agent, ethylene glycol, diethylene glycol, polyethylene glycol, glycerin and the like are used, and these can be used as appropriate by mixing one or two or more (preferably one or more, three or less) in an appropriate ratio. .

As the preservative, butyl paraben, potassium sorbate and the like are used, and these can be used as appropriate by mixing one kind or two kinds or more (preferably one kind or more and three kinds or less) in an appropriate ratio.
As the water removing agent, anhydrous gypsum, silica gel powder, or the like is used, and these can be used as appropriate by mixing one or two or more (preferably one or more and three or less) in an appropriate ratio.
Examples of ultraviolet absorbers include 2- (2′-hydroxy-5′-methylphenyl) benzotriazole, 2-ethoxy-2′methyl oxalic acid bisanilide, dimethyl-1- (2-hydroxyethyl) -succinate. 4-hydroxy-2,2,6,6-tetramethylpiperidine polycondensate and the like are used, and these are used singly or in combination of two or more (preferably one or more, three or less) in an appropriate ratio. be able to.

As the ultraviolet scattering agent, titanium dioxide or the like is used, and these can be used as appropriate by mixing one kind or two or more kinds (preferably one kind or more and three kinds or less) in an appropriate ratio.
As the colorant, cyanine green G, Erio green B400 and the like are used, and these can be used as appropriate by mixing one or two or more (preferably one or more and three or less) in an appropriate ratio.
As the suspension stabilizer, polyvinyl alcohol (GOHSENOL GH17, etc.), clay mineral (Kunipia F, VEEGUMR, etc.), silicon dioxide (Aerosil COK84, etc.), etc. are used, and these are one or more (preferably one or more). , Three or less) can be mixed and used as appropriate.

Further, the compound (I) or a salt thereof and the composition of the compound (II) or a salt thereof may be added to, for example, insecticide, acaricide, nematicide, herbicide, plant hormone agent, plant growth regulator, fungicide, A synergist, an attractant, a repellent, a pigment, a fertilizer, and the like can be blended and used as appropriate.
That is, the present invention includes an agricultural and horticultural microbicide containing compound (I) or a salt thereof and compound (II) or a salt thereof with other agrochemical active ingredients. Thus, the composition of the present invention may contain compound (I) or a salt thereof, compound (II) or a salt thereof, and, if desired, other additives such as other agrochemical active ingredients. A composition containing compound (I) or a salt thereof and a composition containing compound (II) or a salt thereof may be produced separately, and may be applied to plants by combining or mixing them at the time of use. The present invention also includes embodiments of such composition sets. Other pesticidal active ingredients may be contained in the same preparation as compound (I) or a salt thereof or compound (II) or a salt thereof. Moreover, you may mix at the time of use, after formulating into a separate formulation.

  Representative examples of insecticides, acaricides and nematicides that can be used by mixing with compound (I) or a salt thereof and compound (II) or a salt thereof are shown below. Acephate, acetamiprid, acrinathrin, alanycarb, aldrin, allethrin, aluminum phosphide, amitraz, arsenic acid , Avermectin-B, bendiocarb, benfuracarb, bensultap, benzoximate, bifenthrin, bromopropylate, buprofezin, lime Nitrogen (Calcium cyanamide), Calcium polysulfide, carbaryl (NAC), carbofuran, carbosulfan, carbosulfan, cartap, chlordane, chlorfenvinphos : CVP), chlorfluazuron, chlorphenapyr, chlorpy Phos methyl (chlorpyrifos-methyl), chromafenozide (clofentezine), clofentezine (clofentezine), clothianidin (clothianidin), cyanophos (cyanophos: CYAP), cycloprothrin (cyclofluthrin), cyfluthrin (cyhalothrin), Cypermethrin, cyromazine, DCIP (dichlorodiisopropyl ether), DD (1,3-Dichloropropene), DDT, deltamethrin, diafenthiuron, diazinon, diclofenthion ( dichlofenthion, dichlorvos (DDVP), dicohol, dieldrin, dienochlor, diflubenzuron, dimethoate, dimethylvinphos, disulfoton, DSP, endosulfone (endosulfan), EPN, esfenvalerate (esfen valerate, ethion, etofenprox, ethoprophos, etoxazole, fenbutatin oxide, fenitrothion (MEP), fenobucarb, fenothiocarb, fenothiocarb, Carboxy (fenoxycarb), fenpropathrin, fenpyroximate, fenvalerate, fipronil, fluazinam, flucythrinate, flufenoxuron, flupyrazofos ), Fulvalinate, formetanate, formothion, fosthiazate, furathiocarb, halfenprox, hexaflumuron, hexaflumuron, hexythiazox, phosphatized water Hydrogen phosphide, imidacloprid, isofenphos, isoprocarb, isoxathion, malathion, mesulfenfos, metam-ammonium, metam sodium (metam) -sodium), methidathion, methiocarb, methomyl, methoxychlor, methoxyfenozide, methyl bromide, metolcarb (MTMC), milbemycin-A ), Monocrotophos, Naled (BRP), Nicotine-sulfate, Nidinotefuran, Nitenpyram, Oxamyl, Oxydeprofos (ESP), Parathion ), Permethrin, phenthoate (PAP), phosalo ne), phosmet (PMP), pirimicarb, pirimiphos-methyl, potassium oleate, profenofos, propaphos, propargite: BPPS, propoxyl (propoxur), prothiofos, protrifenbute, pymetrozine, pyraclofos, pyrethrins, pyridaben, pyridafenthion, pyrimidifen, pyrimidifen (pyriproxyfen), quinalphos, resmethrin, salithion, silafluofen, sulfur, sulprofos, tebufenozide, tebufenpyrad, teflufenline, teflubenone (tefluthrin), temephos Tetrachlorvinphos, tetradifon, thiacloprid, thiamethoxam, thiocyclam, thiodicarb, thiometon, tolfenpyrad, tralomethrin, tralomethrin trichlorfon: DEP), triflumuron, bamidothion, XMC.

  Representative examples of fungicides that can be used by mixing with compound (I) or a salt thereof and compound (II) or a salt thereof are shown below. For example, acetic acid, acibenzolar-S-methyl, amobam, anilazine, azoxystrobin, benomyl, benthiazole, vitertanol (bitertanol), blastcidinin-S, Bordeaux mixture, bromuconazole, buthiobate, calcium hypochlorite, calcium polysulfide ), Captan, carbendazol, carpropamid, IKF-916 (4-chloro-2-cyano-N, N-dimethyl-5-p-tolylimidazole-1-sulfonamide), chloroneb ), Chloropicrin, chlorothalonil (TPN), cinnamaldehyde, RH-7281 (3,5-dichloro-N- (3-chloro-1-ethyl-1-methyl-2-oxopropyl) 4 -methylbenzamide), CNA (2,6 -Dichloro-4-nitroaniline), Cupric hydroxide, Copper sulfate, AC382042 (N- (1-cyano-1,2-dimethylpropyl) -2- (2,4-dichlorophenoxy) propionamide (R, S) -and (R, R) -and (S, R) -and (S, S)), cymoxanil, cyproconazole, cyprodinil, dazomet , Dichlofluanid, DD (1,3-Dichloropropene), diclocymet, diclomezine, dietofencarb, difenoconazole, diflumetorim, dimethylol dimetholmol (dimethomorph), diniconazole-M, dinocap, nickel dimethyldithiocarbamate, etridiazole, famoxadone, fenarimol, fenbuconazole, fender Fendazosulam, fenhexamid, fenoxanil (NNF-9425: fenoxanil), fenpiclonil, fenthiazone, fentin hydroxide, ferimzone, fluazinam , Fludioxonil, flumetover (RPA-403397: flumetover), fluorimide, fluquinconazole, flusulfamide, flutolanil, fosetyl-Al, fthalide, framethopyl (furametpyr), hexaconazole, hymexazol, imazalil, imibenconazole, iminoctadine-albesilate, iminoctadine-triacetate, iodooctaline-triacetate iodocarb), ipconazole, iprogio (iprodione), isoprothiolane, kasugamycin, kresoxim-methyl, mancozeb, maneb, mepanipyrim, mepronil, metalaxyl, metalaxyl M (metalaxyl-M), metam-sodium, metasulfocarb, methyl bromide, RPA407213 ((s) -5-methyl-2-methylthio-5-phenyl-3 -phenylamino-3,5-dihydroimidazol-4-one), metominostrobin, mildiomycin, milneb, microbutanil, nabam, oxadixyl, oxolinic acid (oxolinic acid), oxypoconazole, oxycarboxin, oxytetracycline, pefurazoate, penconazo Penconazole, penencycuron, picoxystrobin, polycarbamate, polyoxin, potassium hydrogen carbonate, probenazole, prochloraz, procymidone ( procymidone), propamocarb-hydrochloride, propiconaole, propineb, pyrazophos, pyributicarb, pyrifenox, pyrimethanil, pyroquilon Quinoxyfen, quintozene (PCNB), silthiopham (MON65500: silthiopham), sipconazole, sodium bicarbonate (sodium bibarbonate), sodium hypochlorite, SSF-129 (( E) -2 [2- (2,5-dimethylphenoxymethyl) phenyl] -2-methoxyimino-N-methylacetamide), Streptomycin, sulfur, tebuconazole, tecloftalam, tetraconazole, thiabendazole, thiram: TMTD, thifluzamide, thiophanate-methyl methyl), triadimefon, triadimenol, tricyclazole, tridemorph, triflumizole, trifloxystrobin, triforoxy, validamycin, Vinclozolin, zineb, ziram.

  Representative examples of herbicides, plant hormones, and plant growth regulators that can be used in combination with compound (I) or a salt thereof and compound (II) or a salt thereof are shown below. Abscisic acid, acetochlor, acifluorfen-sodium, alachlor, alloxydim, ametrin, amidosulfuron, amidosulfuron amiprofos-methyl), anthymidol, asuram, atrazine, azimsulfuron, benfluralin, benfuresate, bensulfuron-methyl, bensulide (bensulfuron-methyl) bensulide (SAP), bentazone, benthiocarb, benzamizole, benzfendizone, benzofenap, benzyl adenine, bialaphos, bifenox , Brassinolide, bromacil, bromobutide, pig Butachlor, Butafenacil, Butamifos, Butyfos, Butylate, Caffenstrole, Calcium carbonate, Calcium peroxide, Carbaryl, Chlomethoxynil, Chloridazon, chlorimuron-ethyl, chlorphthlim, chlorpropham, chlorsulfuron, chlorthal-dimethyl, chlorthiamid (DCBN), chloride Choline chloride, cinmethylin, cinosulfuron, clethodim, clomeprop, cloxyfonac-sodium, 4-CPA (4-chlorophenoxyacetic acid), cumyluron, Cyanazine, cyclosulfamron, Cyhalofop-butyl, 2,4-D salt (2,4-Dichlorophenoxyacetic acid salts), dichlorprop (2,4-DP), daimuron, dalapon (DPA), Daminozide, dazomet, n-Decyl alcohol, dicamba-sodium (MDBA), dichlobenil (DBN), diflufenican, dimepiperate, dimethametryn, dimethametryn Dimethenamid, diquat, dithiopyr, diuron, endothal, esprocarb, ethephon, ethidimuron, ethoxysulfuron, ethiclozete ethychlozate), etobenzanid, fenarimol, fenoxaprop-ethyl, fentrazamide Flazasulfuron, florasulam, fluazifop-butyl, flumioxazin, flupropanate-sodium, flurprimidol, fluthiacet- methyl, forchlorfenuron, formesafen, gibberellin, glufosinate, glyphosate, halosulfuron-methyl, hexazinone, imazamox ), Imazapyr, imazaquin, imazosulfuron, inabenfide, indole acetic acid (IAA), indole butyric acid, ioxynil-octanoateour, onuron ), Carbutilate, lactofen Lenacil, linuron, maleic hydrazide, mecoprop (MCPP), MCP salt (2-Methyl-4-chlorophenoxyacetic acid salts), MCPA-thioethyl, MCPB (2-Methyl-4-chlorophenoxybutanoic acid ethyl ester), mefenacet, mefluidide, mepiquat, methyl daimuron, metolachlor, metribuzin, metsulfuron methyl metsulfuron-methyl), molinate, NAD (1-naphthaleneacetamide), naproanilide, napropamide, nicosulfuron, orbencarb, oxadiazon, oxaziclomefone, oxine sulfate Salt (oxine-sulfate), paclobutrazol, paraquat, peral Pelargonic acid, pendimethalin, pentoxazone, petoxoxamide, phenmedipham, picloram, piperonyl butoxide, piperophos, pretilachlor ), Primisulfuron-methyl, procarbazone, prodiamine, prohexadione-calcium, promethrin, propanil, propyzamide, pyraflufen Pyraflufen-ethyl, pyrazolate, pyrazosulfuron-ethyl, pyrazoxifene, pyributicarb, pyridate, pyriminobac-methyl, pyrithiobac, pyrithiobac Quinclorac Quinoclamine, quizalofop-ethyl, rimsulfuron, sethoxydim, siduron, simazine, simetryn, sodium chlorate, sulfos Ruflon (sulfosulfuron), swep (MCC), tebuthiuron (terbuthiuron), terbacil (terbacil), terbucarb (MBPMC), tenylchlor (thenylchlor), thiazafluron (thiazafluron), thifensulfuron-methyl (thifensulfuron-methyl) Triaziflam, triclopyr, tridiphane, trifluralin, trinexapac-ethyl, tritosulfuron, uniconazole-P, vernarate vemolate: PPTC).

Among the above-mentioned “other agrochemical active ingredients”, bactericidal active ingredients and insecticidal active ingredients are particularly preferable.
Moreover, as the above bactericidal active compound, in addition to azoxystrobin, chlorothalonil, hexaconazole, iminotadine, mepanipyrim, cresoxime-methyl, iprodione, as a soil treatment agent for rice, a seed treatment agent, or a water surface application agent, Carpropamide, diclocimet, probenazole, tricyclazole, pyroquinone, isoprothiolane, acibenzol-S-methyl; as foliar sprays, carpropamide, diclocimet, probenazole, tricyclazole, pyroxylone, isoprothiolane, acibenzoral-S-methyl, valididamycin A, ferrimzone, etc. are preferred. Used. Validamycin A, ferrimzone, fusalide and the like are particularly preferably used.

  Examples of the insecticidal active ingredient include clothianidin [1- (2-chlorothiazol-5-ylmethyl) -3-methyl-2-nitroguanidine], nitenpyram [(E) -N- (6-chloro-3). -Pyridylmethyl) -N-ethyl-N′-methyl-2-nitrovinylidenediamine], cartap hydrochloride [1,3-bis (carbamoylthio) -2- (N, N-dimethylamino) propane hydrochloride], Bensultap [S, S′-2-dimethylaminotrimethylene = di (benzenethiosulfonate)], pyracrophos [(RS)-[O-1- (4-chlorophenyl) pyrazol-4-yl] ═O-ethyl = S-propyl = phosphorothioate] and the like are preferably used.

  Diseases for which the control effect is recognized by the composition of the present invention include, for example, blast (Pyricularia oryzae), sesame leaf blight (Helminthosporium oryzae, Cochliobolus miyabeanus), idiot seedling (Gibberella fujikuroi), seedling blight (Rhizopus oryzae) ), Rice plant diseases such as Rhizoctonia solani, for example, wheat diseases such as crown rust (Puccinia coronata), such as powdery mildew (Erysiphe graminis), cloud disease (Rhynchsporium secalis), spot disease (Cochliobolus sativus) ), Leafy leaf disease (Helminthosporium gramineum, Pyrenophora gramineum), reticular leaf disease (Pyrenophra teres), reticulum smut (Tilletia caries), naked scab (Ustilago nuda), etc. , Dry blight (Leptosphaeria nodorum, Septoria nodorum), yellow rust (Puccinia striiformis), brown microbes (Typhula incarnata), eye spot (Pseudocercosporella herpotrichoides), red snow rot (Calonectria graminicola, Fusarium nivale), black rust Disease (Puccinia graminis), black bacterium (Typhula ishikariensis), red mold (Gibberella zeae), red rust (Puccinia recondita, Puccinia triticina), leaf spot (Helminthosporium gramineum), net scab (Tilletia caries), leaf blight ( Diseases of wheat such as Septoria tritici), Bare smut (Ustilago tritici), maize diseases such as seedling blight (Pythium debaryanum), diseases of rye such as red snow rot (Fusarium nivale), for example, plague ( Diseases of potatoes such as Phytophthora infestans, for example, tobacco diseases such as downy mildew (Peronospora tabacina), plague (Phytophthora parasitica var), white star disease (Cercospora nicotianae), mosaic disease (tobacco mosaic virus), brown spot disease (Cercospora beticola), seedling blight (Pythium debaryanum, Rhizoctonia solani), sugar beet diseases such as blight (Pythium aphanidermatum), for example, paprika diseases such as Botrytis cinerea, such as Botrytis cinerea Sclerotosis (Scle Diseases of kidney beans such as rotinia sclerotiorum and white silkworm (Corticium rolfsii), for example, powdery mildew diseases such as powdery mildew (Erysiphe polygoni, Sphaerotheca fuliginea), rust (Uromyces fabae, Uromyces phaseoli) For example, peanut diseases such as brown spot disease (Mycosphaerella arachidicola), cabbage diseases such as Rhizoctonia solani, such as powdery mildew (Sphaerotheca fuliginea), vine split disease (Fusarium oxysporum), vine blight ( Mycosphaerella melonis), downy mildew (Pseudoperonospora cubensis), gray mold (Botrytis cinerea), mycorrhizal disease (Sclerotinia sclerotiorum), anthracnose (Colletotrichum lagenarium), seedling blight (Fusarium oxysporum, Pythium aphanidermonia, solthic) Cucumber disease such as mosaic disease (Cucumber mosaic virus), Komatsuna disease such as Alternaria brassicicola and Plasmodiophora brassicae, such as leaf blight (Septori) celery diseases such as a apii), for example, radish diseases such as Fusarium oxysporum, such as Fusarium oxysporum, Phytophthora infestans, ring rot (Alternaria solani), gray mold disease (Botrytis cinerea) ), Gray plague (Phytophthora capsici), diseases of tomatoes such as black spot disease (Alternaria tomato), such as brown rot (Phytophthora capsici), diseases of eggplants such as half body wilt (Verticillium albo-atrum), such as black spot disease (Alternaria japonica), cabbage diseases such as tuberculosis (Plasmodiophora brassicae), green pepper diseases such as Phytophthora capsici, green pepper diseases such as Botrytis cinerea, lettuce diseases such as Botrytis cinerea Diseases such as citrus diseases such as black spot disease (Diaporthe citri), for example pest diseases such as black spot disease (Venturia nashicola), black spot disease (Alternaria kikuchiana), red star disease (Gymnosporangium haraeanum), for example, mildew (Plasmopara viticola) ,gray Diseases of grapes such as Botrytis cinerea, Elsinoe ampelina, peach diseases such as Taphrina deformans, perforation disease (Mycosphaerella cerasella), for example powdery mildew (Podosphaera leucotria), so Diseases of apples such as Cladsporium carpophilum, gray mold disease (Botrytis cinerea), black star disease (Venturia inaequalis), red star disease (Gymnosporangium yamadae), white leaf blight (Rosellinia nectrix), spotted leaf disease (Alternaia mali), Diseases of cereals such as rape, sunflower, carrot, capsicum, strawberry, melon, kiwi fruit, onion, leek, sweet potato, fig, ume, asparagus, oyster, soybean, azuki, watermelon, oyster, syringa, spinach, tea Is mentioned. In particular, it exhibits high activity against diseases derived from the genus Pyricularia, Cochliobolus, Curvularia, Pyrenophora, Alternaria, and fungi belonging to these genera, and examples of such diseases include rice blast, sesame, Leaf blight, brown rice disease, barley spot disease, leaf leaf disease, net leaf disease, wheat leaf leaf disease, spot disease, corn sesame leaf blight, potato summer plague, komatsuna black soot disease, tomato Ring ring disease, black spot disease, black spot disease of Chinese cabbage, black spot disease of pear, spotted leaf leaf disease of apple, etc. are mentioned.

  The use method of the composition of the present invention is, for example, foliage spraying, soil irrigation, seed soaking, smearing, powder coating, etc., and the composition of the present invention is used as a raw material for producing pellet seeds, coated seeds, granulated seeds, etc. May be used.

  Plants that can be used for this composition are, for example, wheat, barley, rye, oat, rice, rape, corn, soybean, potato, broccoli, cauliflower, cabbage, cabbage, carrot, leek, tomato, soybean, azuki bean, green beans, peas , Cowpea, cucumber, melon, pumpkin, watermelon, sugar beet, spinach, cotton, etc. This is only an example, and any useful plant may be used, and is not particularly limited. The composition of the present invention can also be used for genetically modified crops such as transgenic rapeseed, genetically modified corn, genetically modified wheat, genetically modified barley, genetically modified soybean, genetically modified rice, genetically modified cotton, genetically modified tomato, etc. Can also be used.

  The compound (I) or a salt thereof and the compound (II) or a salt thereof have a microbicidal action, are extremely toxic and safe, and can be used as an excellent microbicide composition. The composition of the present invention can be used in the same manner as conventional microbicides, and as a result, can exhibit superior effects compared to conventional products. For example, it can be used by seedling box treatment, crop foliage application, underwater application of paddy fields, seed treatment or soil treatment, direct application to the trunk of fruit trees, and the like. The application amount can vary widely depending on the application time, application place, application method, etc. Generally, the active ingredient (compound (I) or a salt thereof) per hectare is 0.3 g to 3, 000 g, preferably 50 g to 1,000 g. Further, when the composition of the present invention is a wettable powder, it may be used by diluting it so that the final concentration of the active ingredient is in the range of 0.1 to 1,000 ppm, preferably 10 to 500 ppm. The content of compound (I) or a salt thereof is usually about 0.1 to 80% by weight, preferably about 1 to 20% by weight, based on the total amount of the preparation. The content of compound (II) or a salt thereof is usually about 0.1 to 80% by weight, preferably about 1 to 20% by weight, based on the total amount of the preparation. Specifically, when used in emulsions, solutions, wettable powders (eg, granular wettable powders), aqueous suspension preparations, microemulsions, etc., it is usually about 1 to 80% by weight, preferably about 1 to 20% by weight. The degree is appropriate. When used in oils, powders, etc., it is usually about 0.1 to 50% by weight, preferably about 1 to 20% by weight. When used in granules, tablets, jumbo agents, etc., it is usually about 5 to 50% by weight, preferably about 1 to 20% by weight. Other agrochemical active ingredients (eg, insecticides, acaricides, herbicides and / or microbicides) blended in the composition of the present invention are usually about 1 to 80% by weight relative to the total amount of the preparation, Preferably, it is used in the range of about 1 to 20% by weight. The content of additives other than the above active ingredients varies depending on the type or content of the agrochemical active ingredient or the dosage form of the preparation, but is usually about 0.001 to 99.9% by weight, preferably about 1 to 99% by weight. It is. More specifically, the surfactant is usually about 1 to 20% by weight, preferably about 1 to 15% by weight, the flow aid is about 1 to 20% by weight, and the carrier is about 1% to 20% by weight with respect to the total amount of the composition. It is preferable to add about 1 to 90% by weight, preferably about 1 to 70% by weight. Specifically, when manufacturing a liquid agent, it is preferable to add about 1 to 20 weight% of surfactant normally, Preferably about 1 to 10 weight% and about 20 to 90 weight% of water are added. Emulsions, wettable powders (for example, granular wettable powders) and the like are preferably processed by dilution with water or the like (for example, about 100 to 5,000 times).

  Hereinafter, formulation examples and test examples will be described in more detail, but the present invention is not limited thereto. Hereinafter, “parts” means parts by weight unless otherwise specified.

Formulation Example 4'-chloro-N-ethyl-2'-nitro-p-toluenesulfonanilide (hereinafter sometimes abbreviated as Compound B) 10.5 parts, (RS) -N- [2- (1, 3-dimethylbutyl) thiophen-3-yl] -1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxamide (hereinafter sometimes abbreviated as compound C) 5.25 parts, ethylene glycol 12 parts Butylparaben 0.1 part, Silicone emulsion (Antihome E20, Kao Co., Ltd.) 0.2 part, Colloidal hydrous aluminum silicate (Kunipia F, Kunimine Industry Co., Ltd.) 0.8 part, Sodium carboxymethylcellulose ( Serogen 7A, Daiichi Kogyo Seiyaku Co., Ltd. 2 parts, polyoxyalkylene allyl phenyl ether sulfate salt (Neugen EA-177, No. 1) 2 parts of Ichi Kogyo Seiyaku Co., Ltd., 2 parts of polyoxyalkylene distyryl phenyl ether (Neucalgen FS-7, Takemoto Yushi Co., Ltd.), 1 part of rosin glycerin ester (Solpol 7518, Toho Chemical Co., Ltd.), Water (64.15 parts) was mixed and wet milled with Dynomill KDL (manufactured by Shinmaru Enterprise) to produce a uniform flowable agent (hereinafter also referred to as A flowable) as a uniform suspension.

Test Example In the following test, the fungicide was evaluated by measuring the lesion area ratio (percentage) and converting it to a control value. Control was calculated by the following formula.
[Equation 1]
Control value = (1- (sickness area ratio of drug-treated section / sickness area ratio of untreated section)) × 100
The predicted control value of the mixture of active ingredients was determined using the Colby's formula (RSColby, Weeds 15, 20-22 (1967)) and the ratio to the actual control value was determined. That is, if (actual control value) / (predicted control value) is greater than 1, it indicates a synergistic effect, and if equal to 1, it indicates an additive effect.

(Explanation of Colby's formula)
Colby's formula:
[Equation 2]
E = x + y-xy / 100
In the above formula, E represents the expected control value when a mixture of active ingredients A and B is used at concentrations a and b, x represents the control value when active component A is used at concentration a, and y is effective. The control value at the time of using the component B by the density | concentration b is represented. When the control value obtained by the test shows a value larger than the expected effect E, it has a synergistic effect. The control value of 0 corresponds to that of a control standard in which the lesion area rate of the test plant is untreated. A control value of 100 means that the test plant is not affected by disease.

  When the test compound is used as it is (in the following table, in the case of Compound B, Compound C and Compound B + C), it is dissolved in dimethylformamide (final concentration 1 part by weight) and further xylene (final concentration 0.02). Parts by weight) and Tween 20 (trade name) (final concentration 0.02 parts by weight) were added and diluted to a predetermined active ingredient concentration (ppm). 0.05 parts by weight (final concentration) of spreading agent Cyndine (trade name, manufactured by Sumika Takeda Agrochemicals, including 20 parts by weight of polyoxyethylene nonylphenyl ether and 12 parts by weight of calcium lignin sulfonate) The spray solution was adjusted by adding at a rate of 10 ml / pot and sprayed onto the plant at a rate of 10 mL / pot.

Test example 1
Barley (Pyrenophora teres) Therapeutic effect by foliar spray treatment Barley (variety Shiga Yagishi No.5) was sown and cultivated in a greenhouse for 1 week. 1% yeast extract, 1% sucrose, 5X10 ⁵ / ml 1 ml / pot of the suspension containing barley net blotch fungus spores was spray-inoculated. After being inoculated in a 28 ° C. wet chamber for 24 hours, it was air-dried and treated with the drug. Then, it cultivated in the greenhouse for 6 days, the lesion area rate of the processed leaf was investigated, and the result was expressed using the above-mentioned control value.

Test example 2
Preventive effect by spraying barley powdery mildew (Blumeria graminis) with stems and leaves Seeds of barley (variety Shiga Yasushi No. 5) were sown and cultivated in a greenhouse for 1 week. The sprayed solution was sprayed on the plants at a rate of 10 mL / pot. After air-drying, cultivated in a greenhouse for 24 hours, inoculated barley powdery mildew spores from above, cultivated under indoor artificial light at 24 ° C for 6 days, investigated the lesion area rate of treated leaves, results Was expressed using the above control values.

Test example 3
Apples anthracnose (Glomerella cingulata, Colletotrichum acutatum) Residual effect by spraying foliage A spray was sprayed at a rate of 10 ml / pot on apples (cultivar: Starking Delicious) grown for 3 to 4 weeks in a greenhouse. After growing in the greenhouse for 4 days, 2% apple anthrax (Glomerella cingulata, 1% yeast extract, 1% sucrose, 5 × 10 ⁵ cells / ml)
Colletotrichum acutatum) spore suspension mixed with an equivalent amount was spray-inoculated at a rate of 1 ml / pot. Then, it kept in the 28 degreeC moist chamber, the lesion area rate of the processed leaf was investigated, and the result was represented using said control value.

Test example 4
Preventive effect by spraying wheat leaf rust (Puccinia recondita) barley (variety No. 24) was sown and cultivated in a greenhouse for 1 week. The spray solution was sprayed onto the plant at a rate of 10 mL / pot. After air drying, cultivated in a greenhouse for 24 hours, sprayed with ⁵ × 10 ⁵ cells / ml wheat red rust spores suspension, cultivated in a wet room at 24 ° C. for 24 hours, and then under indoor artificial light at 24 ° C. for 6 days The lesion area ratio of the treated leaves was investigated, and the results were expressed using the above-mentioned control values.

Test Example 5
Residual effect by spraying cabbage black soot (Alternaria brassicicola) stems and leaves Seed cabbage (variety Aiharu Gold), cultivated in a greenhouse for 7 weeks, spraying the sprayed liquid on the plant at a rate of 10 mL / pot, 7 Grown in the greenhouse for a day. And spray inoculate 5% V8, 0.075% calcium carbonate, 5X10 ⁵ / ml cabbage black smut fungus spore suspension, and cultivate in a wet room at 28 ° C for 2 days. The results were expressed using the above control values.

Test Example 6
Residual effect by spraying cucumber gray mold (Botrytis cinerea) with stalks and leaves Seed cucumber (variety 4 leaves), cultivated in greenhouse for 2 weeks, sprayed with spray solution at a rate of 10mL / pot on plants, and greenhouse for 7 days Cultivated in And spray inoculate 5% V-8 juice, 0.075% calcium carbonate, 5X10 ⁵ / ml cucumber gray mold fungus spore suspension, cultivate in 28 ° C wet room for 2 days, disease of treated leaves The spot area was investigated and the results were expressed using the above control values.

なお、上記試験例で％は重量％を示す。

In the above test examples,% indicates% by weight.

The composition of the present invention is industrially utilized as a microbicide for agriculture and horticulture.

Claims (10)

Contains at least two active ingredients, and component (I) is represented by formula (I)

[Wherein, A represents a C _1-4 alkyl group, a C _1-4 haloalkyl group, a C _1-4 alkoxy group, a C _1-4 haloalkoxy group, a C _1-4 alkylthio group, a C _1-4 haloalkylthio group. A phenyl group which may be substituted by 1 to 3 substituents selected from halogen, cyano and nitro, X is a chemical bond, B is (1) 1 to 3 substituents may be substituted by halogen Good C _1-4 alkyl group, (2) C _1-4 alkoxy group, (3) C _1-4 alkylthio group, (4) thiocarbamoyl group, (5) halogen atom, (6) cyano group and (7) A phenyl group which may be substituted with 1 to 5 substituents selected from a nitro group, Z is a C _1-6 alkyl which may be substituted with 1 to 3 (1) C _1-4 alkoxy. group, _{(2) C 3-6} cycloalkyl group or, ( ) Show an allyl group. Or a salt thereof, wherein component (II) has the formula (II)

[Wherein Q is a hydrogen atom, a methyl group, a trifluoromethyl group, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a methoxy group, a methylsulfoxy group, a methylsulfonyl group, a cyano group, an acetyl group, a nitro group, R represents an alkoxycarbonyl group or an amino group, and R represents a linear or branched alkyl group having 3 to 12 carbon atoms, a linear or branched halogenoalkyl group having 3 to 12 carbon atoms, or a linear or branched group having 3 to 10 carbon atoms. An alkenyl group having 3 to 10 carbon atoms, a straight-chain or branched halogenoalkenyl group having 3 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms which may be substituted with an alkyl group having 1 to 4 carbon atoms, A halogenated substituted cycloalkyl group having 3 to 10 carbon atoms which may be substituted with an alkyl group, or a phenyl group which may be substituted with 1 to 3 substituents; The substituent of the ru group is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, an alkynyl group having 2 to 4 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, or 1 to 1 carbon atom. 4 alkoxy groups, halogenated alkoxy groups having 1 to 4 carbon atoms, alkylthio groups having 1 to 4 carbon atoms, alkylsulfoxy groups having 1 to 4 carbon atoms, alkylsulfonyl groups having 1 to 4 carbon atoms, halogen atoms, cyano groups , An acyl group having 2 to 4 carbon atoms, an alkoxycarbonyl group having 2 to 4 carbon atoms, an amino group, or an amino group substituted with an alkyl group having 1 to 3 carbon atoms, wherein R and —NHCOAr are adjacent to each other. Ar is the following (A1) to (A8)

(In the formula, Me is a methyl group, R1 is a trifluoromethyl group, a difluoromethyl group, a methyl group, an ethyl group, a chlorine atom, a bromine atom, or an iodine atom, and R2 is a hydrogen atom, a methyl group, or a trifluoromethyl group. A group or an amino group, and n is a group represented by the following formula: a substituted thiophene derivative represented by the following formula or a salt thereof: Composition.   In Component (II), Q is a hydrogen atom, and R is a linear or branched alkyl group having 5 to 8 carbon atoms, or an optionally substituted alkyl group having 1 to 4 carbon atoms. The composition according to claim 1, which is a cycloalkyl group of   Furthermore, the composition of Claim 1 or 2 containing another agrochemical active ingredient.   The composition according to any one of claims 1 to 3, which is applied in combination with an agricultural and horticultural composition further containing another agrochemical active ingredient at the time of use.   The composition comprising the compound represented by the formula (I) or a salt thereof and the composition comprising the compound represented by the formula (II) or a salt thereof are applied in combination at the time of use. A composition according to 1.   Furthermore, the composition for agricultural and horticultural use containing another agrochemical active ingredient is combined and applied at the time of use.   A composition comprising the compound represented by the formula (I) according to claim 1 or a salt thereof, a composition comprising the compound represented by the formula (II) according to claim 1 or a salt thereof, and another agricultural chemical. A seed or vegetative propagating agent which is applied in combination with a composition containing an active ingredient at the time of use.   The composition according to any one of claims 3, 4, 6, and 7, wherein the other pesticidal active ingredient is an insecticidal ingredient.   The composition according to any one of claims 3, 4, 6, and 7, wherein the other pesticidal active ingredient is a bactericidal ingredient. The compound represented by the formula (I) is 4′-chloro-N-ethyl-2′-nitro-p-toluenesulfonanilide, 2 ′, 4′-dinitro-N-ethyl-p-toluenesulfonanilide, 2 ', 4'-Dicyano-N-ethyl-p-toluenesulfonanilide, 4'-chloro-N-isopropyl-2'-nitro-p-toluenesulfonanilide, 4'-fluoro-N-isopropyl-2'-nitro -P-toluenesulfonanilide, 4'-cyano-N-isopropyl-2'-nitro-p-toluenesulfonanilide, 4'-chloro-N-isopropyl-2'-cyano-p-toluenesulfonanilide, 2 ', 4'-dinitro-N-isopropyl-p-toluenesulfonanilide, 4'-nitro-N-isopropyl-2'-cyano-p-toluenesulfonanilide, 2'-cyano-N- The mixed composition according to any one of claims 1 to 9, which is methoxy-4'-nitro-p-toluenesulfonanilide or 2 ', 4'-dinitro-N-methoxy-p-toluenesulfonanilide or a salt thereof. .